CN101222905B - Aerosol cream mousse, method of treating hair and use - Google Patents
Aerosol cream mousse, method of treating hair and use Download PDFInfo
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- CN101222905B CN101222905B CN2006800262741A CN200680026274A CN101222905B CN 101222905 B CN101222905 B CN 101222905B CN 2006800262741 A CN2006800262741 A CN 2006800262741A CN 200680026274 A CN200680026274 A CN 200680026274A CN 101222905 B CN101222905 B CN 101222905B
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/046—Aerosols; Foams
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/342—Alcohols having more than seven atoms in an unbroken chain
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/416—Quaternary ammonium compounds
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
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Abstract
The present invention provides stable aerosol cream mousse composition, preferably hair care composition, that can provide enhanced touch, combability, alignment and volume reduction to the hair, with low or reduced greasy, oily hair feel, while being formulated having a thick, rich, creamy, mousse-type rheology with excellent spreading, perception of spreading, and feel. The aerosol composition is based on the combination of component (A) a cationic surfactant, which is generally a quaternary ammonium compound such as e. g. ditallow dimethyl ammonium chloride, (B) a fatty alcohol, such as cetyl and stearyl alcohol, and (C) carbon dioxide.
Description
Technical field
The present invention relates to especially can be used for the novel aerosol cream mousse preparation of hair-conditioning purpose, be preferably aerosol cream mousse Hiar treatment compositions and using method thereof.
Background of invention
Compare with emulsion or dispersion, for the hair caring aerosol (being respectively foam type and foam-like) of hair-conditioning purpose, can send and distribute and process relevant remarkable advantage.Conventional mousse does not have emulsion or the such butterfat of dispersion and mellow, but there is defect in these mousses on sense of touch and visual characteristic.Therefore, numerous consumers are not used conditioning property aerosol mouse, and those consumers that especially have damaged hair, because vision does not meet and has the consumer of damaged hair to butterfat and mellow apparent requirement with sense of touch (touch and contact) characteristic.
Therefore, the objective of the invention is to develop a kind of aerosol cream mousse preparation, refin friend nursing aerosol cream mousse.Described preparation can be sent than conventional mousse butterfat and mellow characteristic more.Known, develop the intention of the aerosol mouse of butterfat more from Japan Patent 3,616,154, its described comprise surface-active agents, high alcohol, as the DME of liquefied gas and as the carbon dioxide of Compressed Gas to obtain the apparent compositions of more mellow mousse.
The purpose of this invention is to provide the novel aerosol cream mousse preparation that is preferred for Hiar treatment compositions, and described preparation is tending towards stability between the storage life and can distribute preferably on hair.Be desirable to provide the above-mentioned composition of the aerosol form as mentioned above that is easy to use and is easy to wash away from hair, as " buying friendly butter ".Another purpose of this invention is to provide hair care composition, when described compositions has wet friend sense, the light denseness of upper pleasant attractive in appearance and is administered on hair, sprawls sense, but and fabulous wet sending out and the dry cardability of sending out.It would also be desirable to provide the method for carrying out conditioning hair according to above-mentioned composition.
According to invention as herein described, provide as herein described and now or these and other objects of the present invention and the beneficial effect after a while those skilled in the art obviously easily seen.
The present invention can comprise, by or basically by basis as herein described and as herein described any preferably or other optional member form.
Except as otherwise noted, all percentage ratio is all by weight of the composition herein.Except as otherwise noted, all ratios is weight rate.Except as otherwise noted, all percentage ratios, ratio and the content that this paper relates to composition is the actual content based on composition all, and does not comprise solvent, filler or other material mixed with described composition in commercially available prod.All documents that this paper is related, comprise all patents, all patent applications and all papers, all hereby with way of reference, is incorporated herein in full.
Summary of the invention
The invention provides stable aerosol cream mousse compositions, preferably hair care composition.But described compositions can provide to hair the volume of the sense of touch cardability of enhancing, the property adjusted and minimizing, and the greasiness oiliness trichesthesia reduced or reduce, can be formulated into cream type rheological behavior with stiff and fabulous spreadability simultaneously, sprawl the emulsion of sense and sensation.
The accompanying drawing explanation
Fig. 1 comprises photo 1, photo 2, the diagram of photo 3 and photo 4.
Detailed Description Of The Invention
Be surprisingly found out that, use by cationic surfactant, higher alcohol and the preparation that preferably forms as the carbon dioxide of unique propellant and can obtain very mellow, butterfat and glossiness aerosol mouse.
The present invention is defined in claim 1.Preferred embodiment provides in the dependent claims.
The combination of described aerosol composition based on following component: (A) cationic surfactant, it is generally quaternary ammonium compound, as ditallow dimethyl ammonium chloride, (B) fatty alcohol, as spermol and stearyl alcohol, and (C) carbon dioxide.
Basis and preferred and optional member list various but non-exclusionism are described in hereinafter.
cationic surfactant
The cationic surfactant be preferred in the present composition comprises amino or quaternary ammonium part.Can be used for of the present inventionly in those, cationic surfactant is disclosed in in Publication about Document, and all documents all are incorporated herein by reference: " the Detergents of McCutcheon; Emulsifiers " (North America version, M.C.Publishing Co., 1979); The people's such as Schwartz " Surface Active Agents, Their Chemistry and Technology " (New York.Interscience Publishers, 1949); The United States Patent (USP) 3,155,591 of the Hilfer that on November 3rd, 1964 announces; The people's such as Laughlin of December in 1975 announcement on the 30th United States Patent (USP) 3,929,678; The people's such as Bailey that on May 25th, 1976 announces United States Patent (USP) 3,959,461; And the Bolich of announcement on June 7 nineteen eighty-three, the United States Patent (USP) 4,387,090 of Jr..
In comprising the cationic surfactant of quaternary ammonium, can be used for material of the present invention and be having those of general formula (I) structure
[NR1，R2，R3，R4]
+·X
-
Wherein R1 to R4 is independently for having approximately 1 to the about aliphatic group of 22 carbon atoms, or has approximately 1 to approximately aryl, alkoxyl, polyoxyalkylenes, alkyl amido, hydroxyalkyl, aryl or the alkaryl of 22 carbon atoms; And X
-for becoming salt anionic, for example be selected from following those: halogen ion (as chloride ion, bromide ion, iodide ion), acetate, citrate, lactate, ethanol acid group, phosphate radical, nitrate anion, sulfate radical and alkyl azochlorosulfonate group.
Except carbon and hydrogen atom, aliphatic group also can comprise ehter bond and other group, as amino.Than long-chain aliphatic group, as have approximately 12 carbon atoms or more those, can be saturated or undersaturated.Especially preferably two long-chains (as two C12-C22, preferred C16-C18 fat base, preferred alkyl), two-short chain (as the C1-C3 alkyl, preferably C1-C2 alkyl) ammonium salt.The salt of primary, secondary and tertiary fatty amine is also suitable cationic surfactant material.The alkyl of this amine preferably has approximately 12 to about 22 carbon atoms, and can be substituted or unsubstituted.Can be used for above-mentioned amine of the present invention and comprise the amino diemethylamine of stearoyl, diethylamino ethyl stearmide, dimethyl stearylamine, dimethyl Semen sojae atricolor amine, Semen sojae atricolor amine, tetradecylamine, tridecyl amine, ethyl stearylamine, N-Adeps Bovis seu Bubali propane diamine, ethoxylation (5 moles of E.O.) stearylamine, dihydroxy ethyl stearylamine and eicosyl docosyl amine.Suitable amine salt comprises halogenide, acetate, phosphate, nitrate, citrate, lactate and alkyl sulfate.These salt comprise the amino diemethylamine citrate of stearyl amine hydrochloride, Semen sojae atricolor amine chloride, stearylamine formates, N-Adeps Bovis seu Bubali propane diamine dichloride and stearoyl.Be included in and can be used in United States Patent (USP) 4,275,055 that the cationic amine surfactant of the present invention in those be disclosed in the people such as Nachtigal that announce on June 23rd, 1981, described document is incorporated herein by reference.Preferred cationic surfactant is Genamin
cTAC (being CTAB), ester quaternary ammonium compound as myristyl betaine ester chloride, diester quat as two palmityl ethyl alkyl dimethyl ammonium chloride (Armocare VGH70, Akzo, Germany) or mixture (the Dehyquart F-75 of distearyl ethyl-hydroxyethyl methyl ester ammonium sulfate and 16/octadecanol, Henkel, Germany).
The content of cationic surfactant (A) is preferably approximately 0.1% to approximately 3% by weight of the composition, and more preferably from about 0.2% to approximately 1.5%, most preferably from about 0.4% to approximately 0.8%.
fatty alcohol
The present composition comprises nonvolatile low melting point fatty alcohol.Fatty alcohol in the present invention has 30 ℃ or lower, and preferably approximately 25 ℃ or lower, more preferably from about 22 ℃ or lower fusing point.Unsaturated fatty alcohol in the present invention is also nonvolatile.Non-volatilely refer to that they have at least about 260 ℃ under 0.1MPa (1.0 atmospheric pressure), preferably at least about 275 ℃, more preferably at least about the boiling point of 300 ℃.Suitable fatty alcohol comprises undersaturated straight chain monohydric aliphatic alcohol, saturated branched fatty alcohol, saturated C8-C12 straight-chain fatty alcohol and their mixture.Unsaturated straight-chain fatty alcohol typical case has a degree of unsaturation.Two unsaturated and the three unsaturated chain thiazolinyl alkene that can contain low content, preferably be less than approximately 5% by the gross weight of described unsaturated straight-chain fatty alcohol, is more preferably less than approximately 2%, most preferably is less than approximately 1%.Unsaturated straight-chain fatty alcohol has length and is preferably C12-C22, more preferably C12-C18, the most preferably aliphatic chain of C16-C18.This type of exemplary alcohol comprises oleyl alcohol and Palmitoleyl alcohol.
It is C12-C22 that the branched-chain alcoho typical case has length, preferably C14-C20, the more preferably aliphatic chain of C16-C18.
The exemplary branched-chain alcoho that can be used for this paper comprises isooctadecanol, octyldodecanol and octyl group decanol.
The example of saturated C8-C12 straight chain alcohol comprises capryl alcohol, capryl alcohol, decanol and lauryl alcohol.The consumption of low melting point fatty alcohol is approximately 0.1% to approximately 10% by weight of the composition herein, more preferably from about 0.2% to approximately 5%, most preferably from about 0.5% to approximately 3%.
Preferably in the restriction present composition saturated straight chain monohydric aliphatic alcohol as spermol and stearyl alcohol and other fusing point content higher than the waxiness fatty alcohol of 45 ℃, described content is no more than approximately 5% by weight of the composition, preferably be no more than approximately 4%, this is because the existence of above-mentioned waxiness fatty alcohol can adversely affect gloss beneficial effect of the present invention.
Yet, because of the conditioning beneficial effect of waxiness fatty alcohol, and need to use them.In the situation that there is above-mentioned saturated fatty alcohol, the weight rate of liquid and waxiness fatty alcohol preferably is no more than approximately 0.25, more preferably no more than approximately 0.15, more preferably no more than approximately 0.10.
The total amount of fatty alcohol in described compositions is preferably approximately 0.5% to approximately 5.0% by weight, and more preferably from about 1.0% to approximately 4.0%, and most preferably from about 1.5% to approximately 3.0%.
carbon dioxide
Also preferably carbon dioxide is unique propellant, but in the situation that, without unfavorable effect, also can have by weight at most approximately a small amount of other propellant of 1%, as propane, butane, iso-butane, dimethyl ether and N
2o.
The amount of carbon dioxide is preferably 0.5% to 5.0% by weight of the composition, and more preferably 1.0% to 3.0%, and most preferably 1.5% to 2.5%.
water
Water comprises by weight preferably approximately 70% to approximately 98%, and more preferably from about 85% to approximately 96%, and most preferably from about 90% to about 95% water.
Described water can optionally comprise other liquid, can be mixed or miscible with water solvent as lower alkyl alcohol, for example C1-C5 alkyl monocarbon alcohol, preferably C2-C3 alkylol.Yet liquid aliphatic alcohol must miscible containing in water in compositions.Described fatty alcohol is natural miscible in water, or by using cosolvent or surfactant to there is compatibility.
Mousse in the present composition preferably has at least about 50mPa.s under 25 ℃, and preferred about 100mPa.s is to approximately 1,500mPa.s, and more preferably from about 200mPa.s is to approximately 1, the viscosity of 000mPa.s.According to DIN 53019 (MV-DIN), measure viscosity by the HAAKE rotary viscosimeter VT 550 that is equipped with cooling/heating container and sensor systems, shear rate is 12.9s
-1.
Compositions of the present invention preferably has approximately 2.5 to approximately 11, and more preferably from about 3 to approximately 9.5, most preferably from about 4.0 to about 7.0 pH.
the cationic polymer conditioner
Compositions of the present invention also can comprise one or more cationic polymer conditioners.The cationic polymer conditioner is preferably water miscible.The scope of application of cationic polymer is typically identical with above-mentioned disclosed cationic surfactant.
" water solublity " cationic organic polymer refers to and can fully be dissolved in water to form the polymer of 0.1% concentration water (distilled water or the equivalent) solution that naked eyes are clarified basically under 25 ℃.Preferred polymers will fully dissolve to form the basic settled solution that concentration is 0.5%, and more preferably concentration is 1.0%.
Term " polymer " used herein " comprise by the monomer of a type or the material that made by polyreaction by the monomer of two kinds (they being copolymer) or more kinds of types.
The cationic polymer of this paper has usually at least about 5,000, typical in 10,000, and is less than approximately 1,000 ten thousand weight average molecular weight.Preferred molecular weight is approximately 100,000 to approximately 200 ten thousand.Described cationic polymer has the cationic nitrogenous part usually, as quaternary ammonium or cation amino part or their mixture.
Cationic charge density is preferably at least about 0.1meq/g, more preferably at least about 1.5meq/g, even more preferably at least about 1.1meq/g, most preferably is at least about 1.2meq/g.Can measure according to the Neldahl method cationic charge density of cationic polymer.Person of skill in the art will appreciate that, the charge density of amido polymer can change according to amino pH and isoelectric point, IP.Charge density should be in the above-mentioned pH limited field that will use.Any anionic counter-ion can be used in this cationic polymer, as long as it meets the water solubility standard.Suitable counter ion counterionsl gegenions comprise halogen ion (as Cl, Br, I or F, preferred Cl, Br or I), sulfate radical and methyl ester sulfate radical.Because this list is not unique, therefore can also use other counter ion counterionsl gegenions.The cationic nitrogenous part is present on the part of all monomeric units of cation hair-conditioning polymer usually used as substituent group.Therefore, cationic polymer can comprise the copolymer, terpolymer of monomeric unit that quaternary ammonium or cationic amine replace and other non-cationic unit (being referred to herein as the spacer monomers unit) etc.
Suitable cationic polymer comprises the vinyl monomer that for example has cationic amine or quaternary ammonium functional group and the copolymer of water solublity spacer monomers, and described water solublity spacer monomers is acrylamide, Methacrylamide, alkyl and dialkyl group acrylamide, alkyl and dialkyl methyl acrylamide, alkyl acrylate, alkyl methacrylate, vinyl caprolactone and vinyl pyrrolidone for example.The monomer that alkyl and dialkyl group replace preferably has the C1-C7 alkyl, more preferably has the C1-C3 alkyl.
Other suitable spacer monomers comprises vinyl acetate, vinyl alcohol (being made by the polyvinyl acetate hydrolysis), maleic anhydride, propylene glycol and ethylene glycol.
According to concrete kind and the pH value of compositions, cationic amine can be primary, secondary or tertiary amine.Usually, preferred secondary amine and tertiary amine, especially tertiary amine.The vinyl monomer that amine replaces can amine the form polymerization, then optionally by quaterisation, change into ammonium.Amine also can be quaternized similarly after forming polymer.For example, by being R ' X with chemical formula, reactant salt is quaternized by tertiary amine functional group, and wherein R ' is short-chain alkyl, preferred C1-C7 alkyl, and more preferably C1-C3 alkyl, and X is for can form with quaternary ammonium the anion of water soluble salt.
Suitable cation amino and quaternary ammonium monomer comprise for example by propenoic acid dialkyl aminoalkyl ester, the methacrylate dialkyl aminoalkyl ester, acrylic acid alkyl monosubstituted amino Arrcostab, methacrylate alkyl monosubstituted amino Arrcostab, trialkyl isobutene. acyl-oxygen base alkylammonium salt, trialkyl acryloxyalkyl ammonium salt, the vinyl compound that the diallyl quaternary ammonium salt replaces, with have the ring-type cation containing azo-cycle as pyridine, the vinyl quaternary ammonium monomer of imidazoles and quaternized ketopyrrolidine, alkyl vinyl imidazoles for example, alkylvinylpyridines, alkyl vinyl ketopyrrolidine salt.The moieties of these monomers is preferably low alkyl group, as the C1-C3 alkyl, and more preferably C1 and C2 alkyl.The vinyl monomer that is applicable to the amine replacement of this paper comprises propenoic acid dialkyl aminoalkyl ester, methacrylate dialkyl aminoalkyl ester, dialkyl aminoalkyl acrylamide and dialkyl aminoalkyl MAAm, wherein said alkyl is preferably the C1-C7 alkyl, more preferably the C1-C3 alkyl.
Cationic polymer herein can comprise the monomeric unit mixture derived from the monomer of amine and/or quaternary ammonium-substituted and/or compatible spacer monomers.
Suitable cation hair-conditioning polymer for example comprises: the copolymer of l-vinyl-2-pyrrolidone and 1-vinyl-3-methylimidazole salt (for example hydrochlorate) is (in this area, according to Cosmetic, Toiletry, and Fragrance Association, " CTFA ", be called polyquaternary ammonium salt-16), for example with trade name LUVIQUAT (for example, LUVIQUAT FC 370) purchased from those of BASF WyandotteCorp. (Parsippany, NJ, USA); The copolymer of l-vinyl-2-pyrrolidone and dimethylamino methyl ethyl acrylate (in industrial quarters, by CTFA, being called polyquaternary ammonium salt-11), as can trade name GAFQUAT (as GA17QUAT 755N) city purchased from Gaf Corporation (Wayne, NJ, USA) those; The polymer that comprises cation diallyl quaternary ammonium, comprise the copolymer of dimethyl diallyl ammonium chloride homopolymer for example and acrylamide and dimethyl diallyl ammonium chloride, in industrial quarters (CTFA), be hereinafter referred to as polyquaternary ammonium salt-6 and polyquaternary ammonium salt-7; And there is the unsaturated carboxylic acid homopolymer of 3 to 5 carbon atoms and the aminoalkyl ester mineral acid salt of copolymer, as United States Patent (USP) 4,009, described in 256, described document is incorporated herein by reference.Spendable other cationic polymer comprises polysaccharide polymer, as cationic cellulose derivative and cationic starch derivative.The cationic polysaccharide polymer that is applicable to this paper comprises those with following chemical formula:
Wherein: A is the anhydroglucose residue, as starch or cellulose anhydroglucose residue, R is alkylidene, oxyalkylene group, polyoxyalkylenes or hydroxy alkylidene or their combination, R1, R2 and R3 are alkyl, aryl, alkylaryl, aralkyl, alkoxyalkyl or alkoxy aryl independently, each group comprises at most approximately 18 carbon atoms, and the total number of carbon atoms of each cationic moiety (being the carbon atom sum in R1, R2 and R3) is preferably approximately 20 or still less, and X is foregoing anionic counter-ion.
Cationic cellulose can its Polymer JR
and LR
series of polymers is purchased from AmercholCorp. (Edison, NJ, USA), and the salt that the epoxide reaction replaced for hydroxyethyl-cellulose and trimethyl ammonium generates, be known as Polyquaternium-10 in industrial quarters (CTFA).
Another kind of cationic cellulose type comprises the polymer quaternary ammonium salt that hydroxyethyl-cellulose generates with the epoxide reaction of lauryl dimethyl ammonium replacement, in industrial quarters (CTFA), is known as polyquaternary ammonium salt-24.These materials can trade name Polymer LM-200
purchased from Amerchol Corp. (Edison, NJ, USA).
Operable other cationic polymer comprises cationic guar derivative, as Rhaball Gum CG-M 8M (can its JaguarR
series is commercially available from Celanese Corp.).
Other material comprises containing the quaternary nitrogen cellulose ether (as United States Patent (USP) 3,962, described in 418, described document is incorporated herein by reference), and the copolymer of etherified cellulose and starch is (as United States Patent (USP) 3,958, described in 581, described document is incorporated herein by reference).
As discussed above, cationic polymer herein is water miscible.But this does not mean that it must be dissolved in compositions, but preferably, this cationic polymer can be dissolved in compositions and maybe can be dissolved in the complex coacervation mutually in the compositions formed by this cationic polymer and anionic species.Cationic polymer can for example, form complex coacervate with the anion surfactant or the anionic polymer (kayexalate) that optionally join in this paper compositions.
silicone conditioning agent
Compositions of the present invention also can comprise nonvolatile soluble or undissolved silicone conditioning agent." soluble " refers to that silicone conditioning agent and the aqueous carrier of compositions are miscible to become the part in the phase homophase." undissolved " refer to siloxanes by aqueous carrier form independently, discontinuous phase, as emulsion or the form of suspension of droplets of siloxane.
Solubility silica alkane comprises that silicone copolyol is as dimethicone copolyol, the polymer of polyether silicone modification for example, as the polydimethylsiloxane of poly(propylene oxide), poly(ethylene oxide) modification, wherein the content of oxirane and/or expoxy propane is enough to provide its dissolubility in compositions.
Yet, preferred undissolved siloxanes.Can be used for insoluble silicone hair conditioner of the present invention and preferably there is about 0.001m under 25 ℃
2/ s (1,000cst) to about 2m
2/ s (2,000,000 centistoke), more preferably from about 0.01m
2/ s (10,000cst) to about 1.8m
2/ s (1,800,000cst), 0.1m even more preferably from about
2/ s (100,000cst) to about 1.5m
2the viscosity of/s (1,500,000 centistoke).Described on July 20th, 1970 method of testing CTM0004 of Dow Corning company, by using glass capillary tube viscometer, can measure viscosity.
The suitable non-volatile siloxane liquid that do not dissolve comprises poly-alkylsiloxane, poly-aryl siloxanes, polyoxyethylene alkyl aryl radical siloxane, polyether siloxane copolymer and their mixture.That also can use other to have hair-conditioning character does not dissolve non-volatile siloxane liquid.Term used herein " nonvolatile " refers to that the boiling point of siloxanes is at least about 260 ℃, preferably at least about 275 ℃, more preferably at least about 300 ℃.These materials show the significant vapour pressure of low-down or nothing under environmental condition.While referring to 25 ℃, viscosity is less than 1m to term " organosilicon liquid "
2the flowed silicone compositions of/s (1,000,000 centistoke).Usually, the viscosity of described fluid will be between about 5E-6m 25 ℃ the time
2/ s (5cst) is to 1m
2between/s (1,000,000 centistoke), preferably between about 1E-5m
2/ s (10cst) is to about 0.3m
2/ s (300,000cst) between.
Preferred siloxanes is polydimethylsiloxane, polydiethylsiloxane and PSI.Especially preferred polydimethylsiloxane.Operable non-volatile poly-alkylsiloxane fluid comprises for example polydimethylsiloxane.For example, these siloxanes can its ViscasilR and SF 96 series purchased from General Electric Company, and with its Dow Corning 200
series is purchased from Dow Corning.
Operable polyoxyethylene alkyl aryl radical siloxane fluid also comprises PSI.For example, these siloxanes can SF 1075 aminomethyl phenyl fluids purchased from General Electric Company, or with 556 cosmetics-stage liquid or two quaternized siloxanes for example INCI quaternary ammonium-80 (as Abil
quat 3272 or Abil
quat 3270, Th.Goldschmidt AG, Germany) purchased from DowCorning.
For the glossiness of the hair that strengthens, especially preferred is the siloxanes of height arylation, and as height phenylating PES-4 compound, its refractive index is approximately 1.46 or higher, especially approximately 1.52 or higher.When using these high index of refraction siloxanes, they should mix with spreading agent, and described spreading agent be for example surfactant or silicone resin as mentioned below, with the film property of reduction surface tension enhancing substance.
Spendable polyether siloxane copolymer comprises that the polydimethylsiloxane of for example poly(propylene oxide) modification is (as Dow Corning DC-1248
), yet also can use the mixture of oxirane or oxirane and expoxy propane.The content of oxirane and poly(propylene oxide) should be enough low, to prevent the dissolving in compositions.
Especially other siloxanes hair-conditioning material that can be used for silicone conditioning agent is undissolved silicone gum.Term used herein " silicone gum " refers to that the viscosity at 25 ℃ is more than or equal to 1m
2the polysiloxane material of/s (1,000,000 centistoke).Silicone gum is by Petrarch and other document description, the United States Patent (USP) 4 that comprises the people such as Spitzer that on May 1st, 1979 announces, 152,416, and Noll, " Chemistry and Technology of Silicones " (the NewYork:Academic Press 1968) of Walter." General ElectricSilicone Rubber Product Data Sheets " SE 30, SE 33, SE 54 and the SE 76 in addition of silicone gum are described.Above-mentioned all these document documents are all incorporated herein by reference." silicone gum " typical case has and surpasses approximately 200,000, generally between approximately 200,000 to approximately 1,000, and the weight average molecular weight between 000.Instantiation comprises polydimethylsiloxane, (polydimethylsiloxane) (ethylene methacrylic radical siloxane) copolymer, poly-(dimethyl siloxane) (diphenyl siloxane) (ethylene methacrylic radical siloxane) copolymer and their mixture.
Preferably, described siloxanes hair conditioner comprises 25 ℃ of lower viscosity and is greater than about 1m
2polydimethylsiloxane natural gum and the viscosity of/s (1,000,000 centistoke) are about 1E-5m
2/ s (10 centistoke) is 0.1 m extremely approximately
2the mixture of the polydimethylsiloxane fluid of/s (100,000 centistoke), wherein natural gum is approximately 30: 70 to approximately 70: 30 with the ratio of fluid, preferably approximately 40: 60 to approximately 60: 40.
The optional member that can be included in described silicone conditioning agent is silicone resin.This silicone resin is highly cross-linked polysiloxanes system.Described crosslinked by mixing to introduce together with trifunctional and four functional silanes and simple function or difunctional silane or the two at the silicone resin production period.As this area is fully understood, for obtaining silicone resin, the required degree of cross linking will change according to the concrete silane unit mixed in silicone resin.Usually, there are the trifunctional of q.s and four functional silicone monomeric units (therefore, thering is enough crosslinked levels) thus the polysiloxanes material that forms rigidity or hard film when drying be considered to polyorganosiloxane resin.The ratio of oxygen atom and silicon atom is the indication of the crosslinked level of specific silicone compositions.Silicone resin of the present invention normally each silicon atom has the silicone compositions at least about 1.1 oxygen atoms.
Preferably, oxygen is at least about 1.2 to 1.0 with the ratio of silicon atom.
Silane for the silicone resin preparation comprises monomethyl, dimethyl, trimethyl, a phenyl, diphenyl, aminomethyl phenyl, a vinyl and methyl ethylene chlorosilane and tetrachloro silicane, and wherein methyl substituted silane is the most frequently used.Preferred resin is GE SS4230 and the SS4267 provided by General Electric
.Commercially available silicone resin normally provides with the form be dissolved in low viscous volatility or non-volatile siloxane fluid.Being applicable to silicone resin of the present invention should provide with such dissolved form and be incorporated in compositions of the present invention, and this it will be apparent to those skilled in the art that.Silicone resin can strengthen the deposition of siloxanes on hair, and can strengthen the glossiness of the hair with high index of refraction volume.
Polysiloxanes material and especially silicone resin can be that " MDTQ " nomenclature identifies according to shorthand naming system well known to those skilled in the art easily.Under this system, according to the various siloxanyl monomers unit of existing composition siloxanes, siloxanes is described.In brief, symbol M represents a functional unit (CH3) 3SiO) .5; D represents difunctionality unit (CH3) 2SiO; T represents trifunctional units (CH3) SiO1.5; And Q represents season or four functional unit SiO2.Major part in unit symbol is as M ', D ', ' 17 and Q ' the representative substituent group except methyl, and must be for each situation specific definition.Typical vicarious substitute base comprises as groups such as vinyl, phenyl, amido, hydroxyls.Under the MDTQ system, or mean the sum (or its average) of every class unit in siloxanes as the symbol subscript, or as the specific indication ratio with the molecular weight combination, the description of silicone material that the mol ratio of unit is perfect.In silicone resin, with respect to D, D ', M and/or M ', the T of higher molar amounts, Q, T ' and/or Q ' mean the higher degree of cross linking.Yet as described above, total degree of cross linking can also oxygen and the ratio of silicon mean.
The silicone resin that can be used for this paper is MQ, MT, MTQ, MQ and MDTQ resin preferably.Therefore, preferred siloxanes substituent group is methyl.Especially preferably MQ resin, wherein M: the Q ratio is for approximately O.5: 1.0 to approximately 1.5: 1.0, and the mean molecule quantity of described resin is approximately 1,000 to approximately 10,000.
The consumption of siloxanes hair conditioner in this paper compositions is approximately 0.1% to approximately 5% by weight of the composition, preferably approximately 0.3% to approximately 3%, and more preferably from about O.5% to approximately 3.0%, most preferably from about 1.0% to approximately 3.0%.
additional conditioning agents
Compositions of the present invention also can comprise one or more additional conditioning agents, as selects freely following material composition those: American Avocado Tree oil, fatty acid, isopropyl myristate, lanoline, Fructus Mali pumilae wax, Cera Flava or Jojoba oil, phospholipid are as lecithin or ceramide; Vaseline, fixed hydrocarbon and hydrocarbon ester.Also available is the imidazolidinyl derivant, for example INCI quaternary ammonium-87 (Rewoquat
w 575, Witco, Germany).
Component herein can comprise 0.1% to approximately 20%, and preferably approximately 0.1% to approximately 10%, more preferably from about 0.5% to about 5% additional conditioning agents.
other composition
This paper compositions can comprise multiple other be suitable for making said composition the beauty treatment or aesthetic on more easily be accepted or make it to there is the optional components of extra use beneficial effect.These conventional optional members are that those skilled in the art is known.
Multiple supplementary element can be formulated in the present composition, these components comprise: other conditioner, as betanin, carnitine ester, sarcosine, aminoacid, peptide, protein and vitamin; Hair retentivity polymer, detersive surfactant is as anion, nonionic, both sexes and zwitterionic surfactant; Thickening agent and suspending agent, as xanthan gum, guar gum, hydroxyethyl-cellulose, methylcellulose, hydroxyethyl-cellulose, starch and starch derivatives, viscosity modifier is as methanol amide, cocoyl single ethanol amide, the salt (as sodium chloride, potassium chloride, sodium sulfate and potassium sulfate) of long-chain fatty acid, and crystalline suspending agent and pearlescent additive are as glycol distearate; Ultraviolet filtering agent, as PABA derivant or the hydrophilic sulfonic acid of iso-amyl p-methoxycinnamate, lipotropy cinnamate, salicylate, benzophenone or 3-benzylidene Camphora; Antioxidant, as tocopherol; Antiseptic, as benzylalcohol, methyl parahydroxybenzoate, propyl p-hydroxybenzoate and imidazolidinyl urea; Polyvinyl alcohol; Ethanol; PH adjusting agent, as citric acid, formic acid, glyoxylic acid, acetic acid, lactic acid, acetone acid, sodium citrate, succinic acid, phosphoric acid, sodium hydroxide, sodium carbonate; Salt, be generally for example potassium acetate and sodium chloride; Stain, as any FD& C or D& The C dyestuff; Hair oxidation (bleaching) agent, as hydrogen peroxide, perborate and persulfate; The hair reducing agent, as thioglycolate; Spice, sequestering agent is as disodiumedetate, and polymeric plasticizer is as glycerol, diisobutyl adipate, butyl stearate and propylene glycol.
The independent consumption of above-mentioned optional member in described compositions is generally approximately 0.01% to approximately 10.0%, and preferably approximately 0.05% to approximately 5.0%.
Compositions of the present invention also can comprise approximately 0.1% to approximately 2%, and more preferably from about 0.2% to approximately 1%, and most preferably from about 0.5% to about 1% polymer viscosifier.In the time of on being administered to hair, they also can provide sprawls sense preferably.
using method
Can provide conditioning of the present invention and bright beneficial effect with hair care composition of the present invention in a conventional manner.Above-mentioned using method depends on the type of aerosol cream compositions used, but be usually directed to apply to hair the product of effective dose, then rinse (as the hair conditioner situation) from hair, or it is retained in to (as leave product situation) on hair." effective dose " refers to the amount that is enough to provide hair-conditioning and/or bright beneficial effect.Usually, about 1g is administered on hair of scalp to about 50g.The typical case rubs or massages hair and scalp by hands or others' hands with oneself, and described compositions is assigned in whole hair.
Preferably, by before trichoxerosis, compositions is administered on the hair of moistening or humidity.After being applied on hair by such compositions, according to the hope of user and with the dry and typing by hair of user usual way.Alternatively, described compositions can be administered to dry send out upper, then according to the needs of user, by hair combing and typing.
Aerosol mouse can be used for leave and washing-off type application as described in the present invention.Under latter event, depend on temperature (approximately 20 ℃ to 50 ℃) action time of compositions, and be 1 minute to 60 minutes, preferably 5 minutes to 20 minutes.Compositions of the present invention also can be used as the pretreating reagent that dyeing is front or perm before processing.
Embodiment
The following example illustrates the present invention.Should be appreciated that without departing from the spirit and scope of the present invention, the preparation for hair care those of skill in the art can make other improvement to the present invention.
Except as otherwise noted, otherwise herein all umbers, percent and ratio are all by weight.Some component can be from supplier as dilute solution.Except as otherwise noted, given content has represented the percentage by weight of active substance.
embodiment 1
0.40g CTAB
2.20g cetyl stearyl alcohol
1.90g carbon dioxide
0.30g perfumery oil
Add to 100.00g water
embodiment 2
0.50g INCROQUAT TMC-80 ECONOL TM22
1.80g spermol
2.20g carbon dioxide
0.20g the polydimethylsiloxane of aminofunctional
(CTFA: amino-terminated polydimethylsiloxane)
0.30g perfumery oil
Add to 100.00g water
embodiment 3
0.40g dimethyl ditallow chlorination
(CTFA: Quaternium-18)
2.00g stearyl alcohol
1.80g carbon dioxide
0.25g two quaternised polydimethylsiloxane
(CTFA: quaternary ammonium-80)
0.20g perfumery oil
Add to 100.00g water
embodiment 4
0.60g stearyl amido propyl methylamine
2.00g docosanol
2.50g carbon dioxide
3.00g encircle four dimethyl siloxanes
(CTFA: the ring-type polymethyl siloxane)
0.30g perfumery oil
Add to 100.00g water
embodiment 5
0.40g CTAB
2.00g cetyl stearyl alcohol
0.50g the aminofunctional polydimethylsiloxane of oxygen base
(polydimethylsiloxane that CTFA:PEG7 is amino-terminated)
1.00g polydimethylsiloxane (CTFA: polydimethylsiloxane)
1.60g carbon dioxide
0.30g perfumery oil
Add to 100.00g water
embodiment 6
0.70g CTAB
2.00g myristyl alcohol
1.50g carbon dioxide
0.50g perfumery oil
Add to 100.00g water
comparative experiments
the mousse denseness
Because the butterfat denseness is lower, Japan Patent 3,616, the aerosol mouse described in 154 embodiment 1 (referring to photo 2) produces than the obvious larger bubble of mousse in the embodiment of the present invention 1 (referring to photo 1).The microphotograph of two kinds of aerosol mouses (embodiment 1 in photo 3/ embodiment of the present invention 1 and photo 4/JP 3,616,154) shows the scale of 0.5mm.
average foam is of a size of:
| Sample | Average foam radius/μ m |
| The embodiment of the present invention 1 | ?85 |
| JP 3,616, the embodiment 1 in 154 | ?580 |
From photo 3 and 4 and can find out in table, in aerosol mouse bubble ratio JP 3,616,154 embodiment 1, those aerosol mouse bubbles are little approximately 7 times as described in the present invention.This causes greatly butterfat and light denseness and can obtain better conditioning performance.The foam that comprises tiny bubble more obtains more uniformly after can be on being administered to hair and distributes.
the half a head test
The half a head test that the designer carries out has further shown the feature performance benefit that aerosol mouse as described as embodiments of the invention 1 and the described aerosol mouse of JP 3,616,154 embodiment 1 are compared.The effect that the half a head comparison can make stylist's assessing hair product compare with specified value.This relates to, and that the sample of test products is administered to a model's head is upper, then according to multiple Hairsetting technical standard, with comparative sample or untreated hair, directly compares.This test is called half a head relatively, and this is because test sample book is administered to respectively on half end, thereby can, under definitely identical test condition (identical hair structure, damage degree, chromotrichia etc.), directly compare.To compare as the aerosol mouse performance of the described aerosol mouse performance of the present invention (embodiment 1) and JP 3,616,154 embodiment 1.Two kinds of aerosol mouses are all used as the washing-off type conditioner.Below further provide the detailed description of half a head test.
Pass judgment on following hair-care standard by experienced designer:
The mousse distributivity
Mousse butterfat
But use with rinsing after the moistening cardability
Dried dry sensation
Hair luster
5 volunteers are implemented to the half a head test, and numeral shows that each standard has how many volunteers to be passed judgment on and evaluation rank:
| Standard | Than JP 3,616, the embodiment 1 in 154 is better | With JP 3,616, the embodiment 1 in 154 is identical | Than JP 3,616, the embodiment 1 in 154 is poorer |
| Distributivity | 5 | ? | ? |
| Butterfat | 5 | ? | ? |
| But moistening cardability | 4 | ?1 | ? |
| Dry sensation | 5 | ? | ? |
| Hair luster | 4 | ?1 | ? |
Result clearly illustrates that, but as described in the present invention aerosol mouse can during using, in hair, obtain better distribute, better butterfat, better cardability, better dry sensation and stronger hair luster.
method of testing
the half a head test
The effect that the half a head comparison can make stylist's assessing hair product compare with specified value.This relates to, and that the sample of test products is administered to a model's head is upper, then according to multiple Hairsetting technical standard, with comparative sample or untreated hair, directly compares.This test is called half a head relatively, and this is because test sample book is administered to respectively on half end, thereby can, under definitely identical test condition (identical hair structure, damage degree, chromotrichia etc.), directly compare.
Model's selection is randomization as much as possible, yet must meet following policy:
The diagnosis of-hair determines that the half a head whether model is applicable to planning compares
-hair structure must match with product type to be tested, the corresponding normal hair-conditioning product of normal hair structure for example, corresponding pigmented hair conditioning products of pigmented hair etc.
-hair at least 12cm is long, but can correctly pass judgment on sensation and cardability
-every model's hair amount should be enough large, can carry out clear and definite judge
-hair style should be symmetrical; Otherwise hair may be half of thicker than another one side of something.
Hair washed twice with neutral shampoo by every model, towel off dry subsequently.Then will towel off dry hair from centre and be divided into two parts from eyebrow to cervical region.By one of them part of compositions-treated described in the embodiment of the present invention 1; Compositions described in patent JP 3,616,154 embodiment 1 is administered on another part, wherein the product of same amount must be administered to (described amount depends on hair length) on two parts.
half a head test judgment criteria
butterfat:
Product ontology on hair slightly bubbles between referring to, and which side is felt to more butterfat or thinner the judge.
distributivity:
Whether pass judgment on product herein is easier to or more is difficult to be applied in hair.
but moistening cardability:
By aluminum comb being parallel to center line, place, make its from hair to shoulder cutting and movement, but pass judgment on the cardability of hair.
Described comb must keep 90 ° of degree in whole process, and must in whole carding process, keep contacting with scalp, to avoid changing the combing angle.Opposing amount during carding process/required power is to pass judgment on product to be easier to combing/more the be difficult to benchmark of combing.
dry sensation:
When the hair finish-drying, pass judgment on the designer dry sensation of hair is passed judgment on.By from root of hair to sending out the tip, hair is moved between thumb, middle finger and forefinger, and impose light pressure simultaneously; Or alternatively, by from root of hair to sending out the tip, finger is extended slightly in hair mobile, this is passed judgment on.If hair is easy to move through finger, be referred to as smooth feeling; If hair is not easy to move through finger, be referred to as harsh feeling.
hair luster:
By in the reflection of standard conditions (natural daylight or daylight lamp) lower observation light on hair, passing judgment on hair luster.Distance outside 0.5m and along with the slight head movement of model pass judgment on light reflection or gloss strong/a little less than.
photo
Use arranges the QV-4000 type Casio LCD digital camera of flash of light and prospect pattern.
microscopic method
Microscope: Leica DM/RD.Take microphotograph by being connected to microscopical digital camera (Polaroid DMCle, lens 2.5).Use analysis programme 3.0 editions (soft imaging system) to carry out the data analysis of microphotograph.Measure the horizontal diameter of aerosol bubble.
Claims (6)
1. an aerosol composition is characterised in that described compositions comprises:
(A) 0.1 to 0.8% cationic surfactant by weight,
(B) 1.0 to 5.0% fatty alcohol by weight,
(C) 0.1 to 5.0% carbon dioxide by weight, and
(D) at least one additional propellant of 0 to 1% by weight,
The group that the freely following material of wherein said fatty alcohol choosing forms: stearyl alcohol, spermol, tetradecanol and their mixture,
The group that the freely following material of wherein said cationic surfactant choosing forms: cetyl leptodactyline, docosyl leptodactyline, dimethyl ditallow ammonium salt and stearyl amido propyl dimethylamine.
2. aerosol composition as claimed in claim 1 is characterised in that described compositions comprises:
(A) 0.1 to 0.8% cationic surfactant by weight,
(B) 1.0 to 5.0% fatty alcohol by weight,
(C) carbon dioxide of 0.1 to 5.0% the unique propellant of conduct by weight,
The group that the freely following material of wherein said fatty alcohol choosing forms: stearyl alcohol, spermol, tetradecanol and their mixture.
3. aerosol composition as claimed in claim 1 is characterised in that described compositions comprises:
(A) 0.1 to 0.8% cationic surfactant by weight,
(B) 1.0 to 5.0% fatty alcohol by weight,
(C) 0.1 to 5.0% carbon dioxide by weight,
(D) at least one additional propellant of 0 to 1% by weight,
(E) 70 to 98% water by weight,
The group that the freely following material of wherein said fatty alcohol choosing forms: stearyl alcohol, spermol, tetradecanol and their mixture.
4. as claim 1,2 or 3 described aerosol compositions, described compositions also comprises 0.1% to 10% additional hair conditioner by weight, the group that the freely following material of described hair conditioner choosing forms: cationic polymer and non-volatile non-crosslinked siloxanes and their mixture.
5. the method for a conditioning hair, described method comprise by effective dose on described hair, provide the hair-care effect as the described compositions of claim 1-4 any one be administered to as described in hair.
6. the purposes of aerosol composition as described as any one in claim 1-4 in the hair of conditioning human.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP05015528.2 | 2005-07-18 | ||
| EP05015528.2A EP1752128B1 (en) | 2005-07-18 | 2005-07-18 | Aerosol creme mousse, method of treating hair and use |
| PCT/IB2006/052465 WO2007010487A2 (en) | 2005-07-18 | 2006-07-18 | Aerosol cream mousse, method of treating hair and use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101222905A CN101222905A (en) | 2008-07-16 |
| CN101222905B true CN101222905B (en) | 2013-12-18 |
Family
ID=37496532
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2006800262741A Active CN101222905B (en) | 2005-07-18 | 2006-07-18 | Aerosol cream mousse, method of treating hair and use |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US8017106B2 (en) |
| EP (3) | EP1752128B1 (en) |
| JP (1) | JP4718607B2 (en) |
| CN (1) | CN101222905B (en) |
| AU (1) | AU2006271219B9 (en) |
| BR (1) | BRPI0614044B8 (en) |
| CA (1) | CA2612878C (en) |
| ES (3) | ES2765897T3 (en) |
| MX (1) | MX2008000796A (en) |
| WO (1) | WO2007010487A2 (en) |
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| DE10033414B4 (en) * | 2000-07-08 | 2004-02-19 | Wella Aktiengesellschaft | Clear, two-phase, foam-forming aerosol hair care product |
| DE10056909A1 (en) | 2000-11-16 | 2001-05-17 | Wella Ag | Conditioning of oxidatively-dyed hair to improve color stabilty comprises aqueous preparation adjusted to isoelectric point of human hair and containing cationic group-containing polymer |
| EP1406584A1 (en) * | 2001-07-13 | 2004-04-14 | The Procter & Gamble Company | Mousse forming compositions comprising quaternary ammonium agents |
| US20050136011A1 (en) * | 2003-12-23 | 2005-06-23 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Mousse product and method for conditioning hair |
-
2005
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- 2005-07-18 EP EP05015528.2A patent/EP1752128B1/en active Active
- 2005-07-18 EP EP14194680.6A patent/EP2862561B1/en active Active
- 2005-07-18 ES ES05015528.2T patent/ES2534821T3/en active Active
- 2005-07-18 ES ES14194047T patent/ES2765895T3/en active Active
- 2005-07-18 EP EP14194047.8A patent/EP2862560B1/en active Active
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2006
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- 2006-07-18 JP JP2008522152A patent/JP4718607B2/en active Active
- 2006-07-18 WO PCT/IB2006/052465 patent/WO2007010487A2/en active Application Filing
- 2006-07-18 CA CA2612878A patent/CA2612878C/en not_active Expired - Fee Related
- 2006-07-18 BR BRPI0614044A patent/BRPI0614044B8/en active IP Right Grant
- 2006-07-18 AU AU2006271219A patent/AU2006271219B9/en not_active Ceased
- 2006-07-18 CN CN2006800262741A patent/CN101222905B/en active Active
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2008
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1527696A (en) * | 2001-07-13 | 2004-09-08 | 宝洁公司 | Mousse forming composition comprising quaternary ammonium agents |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2862560A1 (en) | 2015-04-22 |
| US20080131378A1 (en) | 2008-06-05 |
| CA2612878C (en) | 2012-12-04 |
| EP1752128A1 (en) | 2007-02-14 |
| BRPI0614044B1 (en) | 2022-06-07 |
| CN101222905A (en) | 2008-07-16 |
| US8017106B2 (en) | 2011-09-13 |
| EP1752128B1 (en) | 2015-01-14 |
| EP2862560B1 (en) | 2019-10-30 |
| ES2534821T3 (en) | 2015-04-29 |
| AU2006271219B9 (en) | 2011-02-03 |
| CA2612878A1 (en) | 2007-01-25 |
| ES2765895T3 (en) | 2020-06-11 |
| EP2862561B1 (en) | 2019-10-30 |
| JP4718607B2 (en) | 2011-07-06 |
| MX2008000796A (en) | 2008-03-18 |
| EP2862561A1 (en) | 2015-04-22 |
| WO2007010487A2 (en) | 2007-01-25 |
| BRPI0614044B8 (en) | 2022-10-04 |
| AU2006271219B2 (en) | 2011-01-20 |
| AU2006271219A1 (en) | 2007-01-25 |
| ES2765897T3 (en) | 2020-06-11 |
| JP2009501781A (en) | 2009-01-22 |
| WO2007010487A3 (en) | 2007-05-10 |
| BRPI0614044A2 (en) | 2011-03-09 |
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